Cinnamon Bear has come to Oaks Park!

The Cinnamon Bear has been a beloved Portland holiday tradition for more than 80 years, delighting audiences through the historic radio program, live appearances around town, and special cruises aboard the Portland Spirit. The tradition continues during this unusual holiday season with an all-new, live drive-in concert to be enjoyed from the socially-distanced safety of your own car!

Help Cinnamon Bear Save the Holidays

Generations have loved his radio show. Now it's your turn to get caught up in the holiday magic of the Cinnamon Bear!

Sing Along with the Cocklebur Cowboys

Cinnamon Bear's good friends croon your Christmas favorites, streaming live through your car's FM radio.

Feel Holly Jolly with a Visit from Santa Claus

The Big Red Elf himself is headed down from the North Pole to visit with your family from the safety of your own car!

Special Appearance by Chipper the Squirrel

Chipper loves music, Christmas lights, and, most of all, sharing in holiday memories with your family!

Showtimes & Tickets

Thurs-Sun, November 27-December 27
4-5:30 PM & 6-7:30 PM
$49 per Vehicle


Restrictions: Tickets must be purchased online in advance. One ticket valid for all vehicle occupants (max. 6). Show dates exclude Christmas Eve and Christmas Day. Vehicle size restrictions apply; view our Cinnamon Bear Holiday Show FAQs for details.

Concessions & Souvenirs: Add to the fun with hot cocoa, candy, pastries, stuffed teddy bears, storybooks, and more! Quantities are limited; visit the Cinnamon Bear Concessions Store to reserve yours today. Concessions/souvenirs sold separately from event tickets.

It's a hit!

Audiences love the show! Enjoy this review by PDX Parent to learn more about what awaits you at the show.

Presented by Portland Spirit and Oaks Park. Produced by Webracadabra Events.


2020 has brought unprecedented difficulty to many of our neighbors. Help out now by purchasing a discounted ticket to donate to a family in need! Checkout using coupon code "DONATETHISTICKET" to provide an unforgettable memory to a local family who could not otherwise enjoy the show.

The discounted Donate-A-Ticket rate is $39. Donated tickets will be given to Northwest Family Services to give to a family in need. The purchaser relinquishes rights to the ticket by entering the coupon code.

Event FAQs


What is the Cinnamon Bear? The Cinnamon Bear has been a beloved holiday tradition in the Northwest for more than 80 years, delighting audiences through the historic radio program, live appearances, and special cruises aboard the Portland Spirit. Learn more about this piece of local history at

What is the Cinnamon Bear Holiday Show? This new holiday-themed event is a vehicle-based, live musical and theatrical production presented by Webracadabra, LLC. The show features a sing-along with the Cocklebur Cowboys band and a fun, whimsical holiday story with special appearances by the Cinnamon Bear, Chipper the Squirrel, and Santa Claus… all enjoyed from the safety of your own car! It’s fun for kids of all ages!

Is it a movie? While there are certainly audiovisual components to the performance, this is primarily a live performance with musicians and characters appearing on stage.

Where does the show take place? The outdoor, drive-in theater is at Oaks Amusement Park, located at 7805 SE Oaks Park Way, Portland, OR 97202.

Will Oaks Park’s rides/roller skating be open? Due to COVID restrictions, Oaks Park’s rides and Roller Rink are closed at this time. Depending on the developing COVID situation, the rink may reopen during the course of the show’s run; the rink requires a separate admission ticket.

How long is the show? Approximately 90 minutes, including intermissions.

Is this something we can do while COVID restrictions are in place? Yes. This event complies with State guidance for drive-in theaters. Current State regulations mandate that no more than 6 people from a maximum of 2 households may attend together. Only attend with members of your established COVID-circle. You must stay in your car at all times except when visiting the restroom. When interacting with check-in/carhop staff and when visiting the restroom, masks are required for all guests 5 and older and strongly recommended for guests ages 2-5. Social-distancing must be maintained at all times. Concessions will only be available by carhop service. Failure to comply with staff instructions regarding COVID practices will result in immediate expulsion from the event with no refunds.


How do I get tickets? Tickets must be purchased in advance at There is no on-site ticket booth. Only guests who have a pre-purchased ticket will be admitted.

How many tickets do I need? Each ticket is good for one vehicle and includes all occupants of the vehicle.

How many people can I bring in my car? Vehicles will only be allowed in with the legal number of occupants for the model of vehicle. Current State regulations also mandate that no more than 6 people from a maximum of 2 households may come together.

Do I have to set up an account to purchase tickets? Yes, setting up an account on Oaks Park’s online store is mandatory to purchase tickets. Having an account helps us be able to stay in communication with you about the show and fulfills contact-tracing requirements.

Do I have to print my ticket? No. You may either print your ticket or show your ticket on your mobile device. While presenting your ticket to check-in staff, everyone in your vehicle must be wearing a mask.

What time should I arrive? Gates open 30 minutes before showtime. Please do not arrive more than 30 minutes before your reserved showtime.

What if I need to cancel or reschedule? Tickets are non-refundable and non-transferrable. In cases of emergency, tickets may be rescheduled a minimum of 72 hours before the start of the reserved showtime.

What if the weather is bad? The show will go on, rain, sleet, or snow. In the case of icy driving conditions, the event producers may cancel the show, in which case ticket holders will have the option to reschedule for another date or receive a refund. If the producers do not cancel the show, there are no inclement weather refunds.


Are there vehicle size limitations? Yes. Buses and RVs are not permitted. Vehicles that are longer than 22' and/or, in the sole opinion of the event producers, are tall enough to block views must park in the back row of the outdoor theater as directed by ushers.

Who parks closest to the stage? Standard sized vehicles will be "seated' in the order that they arrive, with early guests getting the closest parking locations. See question above for information about oversized vehicles.

Can I park backwards if my car works better facing that way? Yes, just let us know as you are being ushered in.

Can I sit outside my car or in my truck bed? No. To comply with current COVID regulations, you must stay inside of your car. All guests must remain inside of the vehicle at all times except when visiting the restroom (see required precautions below).

Can I roll down my windows or open my doors? Once you are parked in your socially-distanced parking space you may roll down your windows or open your back hatch if you wish.

How do I hear the show while I’m in my car? Sound will be broadcast through an FM tuner. Vehicles must have functioning FM radio in order to hear the show.

What do I do with my headlights? Once you’re parked, headlights must be turned off and remain off for the duration of the show.

What if I have an emergency? Flash your headlights and an usher will assist you and guide your car to an exit.


Will there be restrooms available? Yes. Restrooms are a short walk from the outdoor theater. Guests must wear a mask and maintain social-distancing of at least 6’ from anyone not in their COVID-circle while walking to and from the restroom and while in the restroom facilities.

Are there snacks available at the show? Yes. We will have a limited menu of drinks and snacks as well as some fun souvenir items from the Cinnamon Bear's private reserve. Concessions/souvenirs must be purchased through the Cinnamon Bear Concessions Store online and will be delivered to your vehicle by a carhop. For nutrition information, contact If you wish to bring your own food/beverage, you are welcome to do so. Food you bring with you must remain inside of your vehicle at all times. Alcohol is strictly prohibited.

What should I wear? Remember, even though you’ll be enjoying the event from your car, temperatures can still get chilly so dress warmly! May I stay overnight? No. All guests must vacate immediately at the conclusion of their reserved show time.


Ticketing: or 503-206-4024

Show Producers: or 503-484-7845

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